Vacation rentals in Certaldo

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Top-rated vacation rentals in Certaldo

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Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Dec 23 – 30

G$23,025 GYD per night

Guest favorite

Vacation home in Poggibonsi

4.95 out of 5 average rating, 111 reviews

Victoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Feb 26 – Mar 5

G$23,019 GYD per night

Guest favorite

Home in Peccioli

4.99 out of 5 average rating, 113 reviews

A breathless view

Placed halfroad between Florence and Pisa this Airbnb has a large terrace and a hanging garden. All of this is set against a backdrop of endless hills. It is like a living and eternal painting, where one is not a spectator but an actor and part of a film scene. Being North East here every morning the sun appears on the horizon behind the last strip of green hills while white brushstrokes of mist melt into the air as the red ball rises into the sky. It is a sight that takes one's breath away.

Dec 7 – 14

G$32,511 GYD per night

Guest favorite

Condo in Noce

5.0 out of 5 average rating, 128 reviews

Vergianoni estate nestled in the Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to 1600 located in the beautiful hills of Chianti in Tuscany. The apartment is furnished in the perfect traditional style of ancient Tuscany : wooden beams, terracotta floors and thoughtful and handcrafted furnishings that will make you enjoy a unique stay. In the large outdoor courtyard you will find at your disposal a large pool on a panoramic terrace with wonderful views of the hills and vineyards with unique sunsets.

Apr 5 – 12

G$37,389 GYD per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 109 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Jan 11 – 18

G$104,106 GYD per night

Guest favorite

Home in Gambassi Terme

4.99 out of 5 average rating, 115 reviews

Il Fienile, luxury apartment on Tuscan hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breath-taking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, only a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Sep 23 – 30

G$43,856 GYD per night

Guest favorite

Apartment in Poggibonsi

4.98 out of 5 average rating, 180 reviews

Laura Chianti Vacanze

Laura Chianti Vacanze is the ideal solution for those looking for peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, is in a strategic position to quickly reach Florence, Siena, San Gimignano, Volterra, as well as the wonderful hills of Chianti. The apartment has ample private parking, two bedrooms, equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

Mar 25 – Apr 1

G$19,749 GYD per night

Guest favorite

Cottage in Lucardo

4.99 out of 5 average rating, 216 reviews

Best view ever & private pool

Antique Tuscan barn made into a comfortable home with private swimming pool. Best views ever. Close to Florence, Siena and Pisa. Very quiet, yet easy to reach. Sunsets you can only dream of. Ideal Tuscan getaway for family or two couples. The house has two bedrooms and two bathrooms plus a guest bathroom on the ground floor. The pool has a panoramic edge and whirlpool section. There are two restaurants on walking distance (a few hundred meters).

Nov 3 – 10

G$56,404 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov 30 – Dec 7

G$34,062 GYD per night

Guest favorite

Condo in Gambassi Terme

4.89 out of 5 average rating, 211 reviews

A View Over Tuscany's Countryside

A quite and peaceful apartment in the middle of Tuscany countryside, ideal for 3 people also, is about 60 squares meters with bath , double bed , living room with a sofa' bed, kitchen and a beautiful terrace overlooking the vineyards.There is, also, a private parking inside the condominium and a nice bar near by. It is located near the main tourist attractions, this apartment is ideal for travelers who wants to explore Tuscany.

Nov 11 – 18

G$13,526 GYD per night

Guest favorite

Home in Certaldo

4.91 out of 5 average rating, 110 reviews

Paluffo Stillo House

Paluffo is an historic 15th century building restored in 2010 conserving its original structure and design. Stillo house features a spacious living room with dining room and a fireplace, 2 bedrooms and 1 of them has a loft with a single bed, 2 bathrooms, a big kitchen, and a private garden with a wonderful view of the Chianti hills.

Apr 9 – 16

G$72,695 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 202 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Dec 19 – 26

G$31,135 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Certaldo vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Certaldo's top sights

Certaldo Alto61 locals recommend

Coop43 locals recommend

Mercantia18 locals recommend

Pretorio Palace33 locals recommend

L'Antica Fonte28 locals recommend

Eurospin13 locals recommend

Other great vacation rentals in Certaldo

Guest favorite

Home in Cerreto Guidi

4.95 out of 5 average rating, 415 reviews

Casa del Giardino

Jan 17 – 24

G$29,966 GYD per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 135 reviews

"La Lambarda" tower Suite

Jul 12 – 19

G$67,097 GYD per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 299 reviews

Romantic Tower's dating 1200

Mar 13 – 20

G$52,571 GYD per night

Guest favorite

Apartment in San Gimignano

4.97 out of 5 average rating, 169 reviews

Casa Irene

Nov 29 – Dec 6

G$20,755 GYD per night

Guest favorite

Apartment in Barberino Tavarnelle

4.99 out of 5 average rating, 173 reviews

Old medieval apartment

Jan 11 – 18

G$26,535 GYD per night

Guest favorite

Cottage in Chianni

4.98 out of 5 average rating, 118 reviews

La Pietruzza - The Private Chalet with a Soul -

Feb 17 – 24

G$33,828 GYD per night

Guest favorite

Home in Poggibonsi

4.9 out of 5 average rating, 216 reviews

Tuscan Counrtry Detached House. Wi-Fi Free

Jan 8 – 15

G$19,233 GYD per night

Guest favorite

Guest suite in Greve in Chianti

4.94 out of 5 average rating, 382 reviews

Selvabella in Chianti B&B. Suite Lo Scricciolo

Oct 13 – 18

G$25,638 GYD per night

Show all

Quick stats about vacation rentals in Certaldo

Total rentals
70 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
G$4,177 GYD before taxes and fees

Frequently Asked Questions

Are there apartment rentals with a dedicated workspace in Certaldo?
Yes! Work meets play with ease at over 10 apartment rentals in Certaldo featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Certaldo?
Experience the best of Certaldo with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Certaldo have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Certaldo. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly apartment rentals in Certaldo?
Four-legged friends are welcome in Certaldo. Choose from more than 10 apartment rentals for guests traveling with pets.
Do apartment rentals in Certaldo have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Certaldo. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Certaldo have a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen in Certaldo. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Certaldo have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Certaldo. Enjoy a tailored experience with all the comforts you desire.
Are there Certaldo vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Certaldo, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for Condo Rentals in Certaldo?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly apartment rentals in Certaldo?
Certaldo has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Certaldo

Top-rated vacation rentals in Certaldo

Vacation rentals for every style

Apartments

Hotels

Unique stays

Popular amenities for Certaldo vacation rentals

Stay near Certaldo's top sights

Other great vacation rentals in Certaldo

Home in Cerreto Guidi

Home in Monticchiello

Apartment in Monticchiello

Apartment in San Gimignano

Apartment in Barberino Tavarnelle

Cottage in Chianni

Home in Poggibonsi

Guest suite in Greve in Chianti

Quick stats about vacation rentals in Certaldo

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there apartment rentals with a dedicated workspace in Certaldo?

How much does it cost to stay in house rentals in Certaldo?

Do apartment rentals in Certaldo have free parking?

Are there pet-friendly apartment rentals in Certaldo?

Do apartment rentals in Certaldo have air conditioning?

Do condo rentals in Certaldo have a kitchen?

Do condo rentals in Certaldo have wifi?

Are there Certaldo vacation rentals on Airbnb with pools?

What are the most popular amenities for Condo Rentals in Certaldo?

Are there family-friendly apartment rentals in Certaldo?

Destinations to explore